Bay Island

Siesta Key offers a myriad of neighborhoods that offer the many architectural styles that define island living. Siesta Key was first settled in 1846. Since then this paradise has become one of the most popular destinations for tourists and vacation home owners in Florida. One of the premier locations to own a home on Siesta Key is Bay Island.

As soon as you cross the bridge from the mainland on Siesta Drive you will be on Bay Island. Bay Island features some of the finest homes located on the Sarasota Bay-front of Siesta Key. Equally as spectacular as the home, the views of downtown Sarasota, Ringling Causeway, Bird Key, Lido Key and Harbor Acres are positively amazing. The homes on Norsota way can easily top the $15 million dollar mark and they offer deep water access to Sarasota Bay for those who love sailing or prefer a large watercraft for cruising on the bay. This location is also on big pass which provides direct gulf access for those who enjoy bending a rod catching some of the many species of fish that can be caught in these waters.

The streets on this island that forms the north east point of Siesta Key features 169 homes that begin in the high $300s. When doing a property search for Bay Island real estate opportunities can be found on Flamingo Avenue, Hamilton Avenue, Hiegel Avenue, Anglin Drive, Seagrape Drive and Freeling Drive.

Though Bay Island is totally separated from Siesta Key buy canals it is still classed as part of Siesta. The famous Siesta Key Beach is located five minutes further south from Bay Island. The benefit of living in this community is its close proximity to downtown Sarasota and the amenities the city has to offer. You are also much closer to the supermarket and Westfield Shopping Center which is a big plus during the winter season.

Bay Island Real Estate for Sale

Below are all of the current real estate listings available for sale on Bay Island as of 6AM this morning.

Please contact me if you would like to schedule a tour of any of the listed properties.

26 listings found

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MLS# A4640787 - Status: Active View Property Details Add to Favorites View Map

• 684 FREELING DR
• Price: $11,000,000
• Zip Code: 34242
• 2548 Square Feet
• Subdivision: BAY ISLAND
• Bedrooms: 3 Baths: 3+
• Welcome to the most exclusive waterfront offering in Sarasota--an extraordinary canvas for a visionary estate. Set on nearly 1.5 acres with an unrivaled 400 feet of water frontage overlooking the pristine expanse of Roberts Bay, this North Siesta Key ... Read More
• Listing courtesy of: KW COASTAL LIVING III

MLS# A4640164 View Property Details Add to Favorites View Map

• 684 FREELING DR
• Price: $11,000,000
• Zip Code: 34242
• 1.48 Acres
• Welcome to the most exclusive waterfront offering in Sarasota--an extraordinary canvas for a visionary estate. Set on nearly 1.5 acres with an unrivaled 400 feet of water frontage overlooking the pristine expanse of Roberts Bay, this North Siesta Key ... Read More
• Listing courtesy of: KW COASTAL LIVING III

MLS# A4639066 View Property Details Add to Favorites View Map

• 3821 FLAMINGO AVE
• Price: $8,450,000
• Zip Code: 34242
• 1.52 Acres
• Exquisite Bay Island Estate Parcel Available. Build your dream waterfront estate on this exceptional 1.52-acre bayfront estate lot, offering both open bay access and a protected deep-water slip on Hansen Bayou. The east side of this extremely private ... Read More
• Listing courtesy of: MICHAEL SAUNDERS & COMPANY

MLS# A4639638 - Status: Active View Property Details Add to Favorites View Map

• 679 NORSOTA WAY
• Price: $8,250,000
• Zip Code: 34242
• 3788 Square Feet
• Subdivision: BAY ISLAND
• Bedrooms: 3 Baths: 4
• Set on one of the most coveted streets on Siesta Key, this beautifully crafted 1926 Spanish-style home sits on a double lot with 150 feet of deep-water bay frontage, significantly larger than most properties' 100 feet of frontage. Spanning 3,788 squa ... Read More
• Listing courtesy of: MICHAEL SAUNDERS & COMPANY

MLS# A4638900 View Property Details Add to Favorites View Map

• 679 NORSOTA WAY
• Price: $8,250,000
• Zip Code: 34242
• 0.66 Acres
• Prime waterfront property located on the prestigious north end of Siesta Key. Nestled along coveted Norsota Way, this exceptional double lot boasts 150 feet of deep-water bay frontage--a rare find in a neighborhood where most properties offer just 10 ... Read More
• Listing courtesy of: MICHAEL SAUNDERS & COMPANY

MLS# A4618500 - Status: Active View Property Details Add to Favorites View Map

• 3482 FLAMINGO AVE
• Price: $7,695,000
• Zip Code: 34242
• 5201 Square Feet
• Subdivision: BAY ISLAND
• Bedrooms: 6 Baths: 6+
• An elegant, private entrance shaded by regal palms and vibrant bougainvillea guides you toward something extraordinary. As the wrought iron gate closes behind you, fervent anticipation builds. Your dream home awaits. A tranquil fountain serenades you ... Read More
• Listing courtesy of: EXP REALTY LLC

MLS# A4610537 - Status: Active View Property Details Add to Favorites View Map

• 3550 FLAMINGO AVE
• Price: $7,400,000
• Zip Code: 34242
• 4711 Square Feet
• Subdivision: BAY ISLAND
• Bedrooms: 4 Baths: 4+
• READY FOR OCCUPANCY. CONSTRUCTION COMPLETED. LOWEST NEW CONSTRUCTION price on highly desireable North Siesta Key and a completion date February 2025. Situated on 1/3 acre with 102 feet of wide canal waterfront and no bridges to the bay. The 4,711 squ ... Read More
• Listing courtesy of: MICHAEL SAUNDERS & COMPANY

MLS# A4640158 View Property Details Add to Favorites View Map

• 620 FREELING DR
• Price: $6,250,000
• Zip Code: 34242
• 0.82 Acres
• An extraordinary chance to own one of Sarasota's most coveted waterfront homesites, this 35,737-square-foot parcel offers an unparalleled setting for a custom estate on North Siesta Key. With 330 feet of water frontage along the pristine expanse of R ... Read More
• Listing courtesy of: KW COASTAL LIVING III

MLS# A4646021 View Property Details Add to Favorites View Map

• 843 NORSOTA WAY
• Price: $5,975,000
• Zip Code: 34242
• 0.37 Acres
• Exclusive Buildable Lot on the Coveted North End of Siesta Key. Nestled in one of Sarasota's most sought after neighborhoods, this rare buildable lot offers a once-in-a-lifetime opportunity to create your dream home. With stunning, magical bay views ... Read More
• Listing courtesy of: RE/MAX ALLIANCE GROUP

MLS# A4632580 - Status: Active View Property Details Add to Favorites View Map

• 749 FREELING DR
• Price: $5,950,000
• Zip Code: 34242
• 6827 Square Feet
• Subdivision: BAY ISLAND SHORES
• Bedrooms: 4 Baths: 4+
• Experience coastal elegance and ultimate island living in this extraordinary gated waterfront estate, Casa della Fontana, the Fountain House. This home offers the ideal blend of luxury, privacy, and convenience on a tranquil street on Siesta Key's co ... Read More
• Listing courtesy of: PREMIER SOTHEBYS INTL REALTY

MLS# A4643447 - Status: Active View Property Details Add to Favorites View Map

• 684 FREELING DR
• Price: $5,500,000
• Zip Code: 34242
• 2548 Square Feet
• Subdivision: BAY ISLAND
• Bedrooms: 3 Baths: 3+
• An extraordinary chance to own one of Sarasota's most coveted waterfront homesites, this 29,902-square-foot parcel offers an unparalleled setting for a custom estate on North Siesta Key. With 61 feet of water frontage along the pristine expanse of Ro ... Read More
• Listing courtesy of: KW COASTAL LIVING III

MLS# A4640154 View Property Details Add to Favorites View Map

• 684 FREELING DR
• Price: $5,500,000
• Zip Code: 34242
• 0.68 Acres
• An extraordinary chance to own one of Sarasota's most coveted waterfront homesites, this 29,902-square-foot parcel offers an unparalleled setting for a custom estate on North Siesta Key. With 61 feet of water frontage along the pristine expanse of Ro ... Read More
• Listing courtesy of: KW COASTAL LIVING III

MLS# A4648021 - Status: Active View Property Details Add to Favorites View Map

• 894 FREELING DR
• Price: $4,975,000
• Zip Code: 34242
• 3621 Square Feet
• Subdivision: BAY ISLAND SHORES
• Bedrooms: 6 Baths: 5
• Fronting Roberts Bay, This rare jewel is all about the view and the location. It provides a canvas for a bayfront estate in a neighborhood known for its exclusivity and high real estate values. Old Home has been torn down now. Imagine your very own e ... Read More
• Listing courtesy of: GRECO REAL ESTATE

MLS# A4637922 View Property Details Add to Favorites View Map

• 894 FREELING DR
• Price: $4,975,000
• Zip Code: 34242
• 0.26 Acres
• Fronting Roberts Bay, This rare jewel is all about the view and the location. It provides a canvas for a bayfront estate in a neighborhood known for its exclusivity and high real estate values. Imagine your very own enchanting residence customized to ... Read More
• Listing courtesy of: GRECO REAL ESTATE

MLS# A4633793 View Property Details Add to Favorites View Map

• 3460 FLAMINGO AVE
• Price: $4,950,000
• Zip Code: 34242
• 1.28 Acres
• New price! Exclusive waterfront opportunity on Siesta Key to build your waterfront estate. Discover the pinnacle of waterfront living with this gated, estate-sized 1.27-acre property on wonderful Bay Island at the desirable north end of Siesta Key. T ... Read More
• Listing courtesy of: PREMIER SOTHEBYS INTL REALTY

MLS# A4629840 - Status: Active View Property Details Add to Favorites View Map

• 3460 FLAMINGO AVE
• Price: $4,950,000
• Zip Code: 34242
• 1500 Square Feet
• Subdivision: BAY ISLAND
• Bedrooms: 1 Baths: 1
• New price! Exclusive waterfront opportunity on Siesta Key. Discover the pinnacle of waterfront living with this gated, estate-sized 1.27-acre property located on highly coveted Bay Island at the desirable north end of Siesta Key. This exceptional pro ... Read More
• Listing courtesy of: PREMIER SOTHEBYS INTL REALTY

MLS# A4644329 - Status: Active View Property Details Add to Favorites View Map

• 810 SIESTA DR
• Price: $4,495,000
• Zip Code: 34242
• 4622 Square Feet
• Subdivision: BAY ISLAND SHORES
• Bedrooms: 4 Baths: 3+
• Exquisite waterfront estate, a boater's dream with unparalleled luxury. This stunning four-bedroom, 3.5-bath waterfront Siesta Key residence is at the sought-after north end of Siesta Key, offering 4,622 square feet of meticulously designed living sp ... Read More
• Listing courtesy of: PREMIER SOTHEBYS INTL REALTY

MLS# A4640849 - Status: Active View Property Details Add to Favorites View Map

• 732 SIESTA DR
• Price: $3,500,000
• Zip Code: 34242
• 3743 Square Feet
• Subdivision: BAY ISLAND SHORES
• Bedrooms: 3 Baths: 4+
• Extraordinary waterfront property with expansive Intracoastal Waterway views located on the sought after north end of Siesta Key. Now is the perfect opportunity to build your dream waterfront estate on this exceptional almost one-half acre lot in Bay ... Read More
• Listing courtesy of: COLDWELL BANKER REALTY

MLS# A4645349 View Property Details Add to Favorites View Map

• 762 SIESTA DR
• Price: $3,200,000
• Zip Code: 34242
• 0.42 Acres
• Superb waterfront walled site to create your personal tropical Shangri-la. Boating and water sports enthusiasts will appreciate the composite dock in place with three lifts, one 30,000 pounds, from which to venture out to bay and gulf waters with no ... Read More
• Listing courtesy of: PREMIER SOTHEBYS INTL REALTY

MLS# A4632039 - Status: Active View Property Details Add to Favorites View Map

• 508 SIESTA DR
• Price: $2,750,000
• Zip Code: 34242
• 2943 Square Feet
• Subdivision: BAY ISLAND SHORES
• Bedrooms: 3 Baths: 2+
• One or more photo(s) has been virtually staged. Experience the ultimate in coastal living with this two-story residence in the highly desirable Bay Island Shores on the world-renowned Siesta Key. Located in a prime waterfront setting, this all-concre ... Read More
• Listing courtesy of: PREMIER SOTHEBYS INTL REALTY

MLS# A4638309 - Status: Active View Property Details Add to Favorites View Map

• 3445 ANGLIN DR
• Price: $2,450,000
• Zip Code: 34242
• 2772 Square Feet
• Subdivision: BAY ISLAND PARK
• Bedrooms: 3 Baths: 3
• Nestled in the highly sought-after neighborhood of Bay Island, on Siesta Key's north end, this turnkey Key West style home offers the perfect blend of historic charm and modern convenience. The spacious, split floor plan features three bedrooms, incl ... Read More
• Listing courtesy of: WILDFLOWER REAL ESTATE LLC

MLS# A4637567 - Status: Active View Property Details Add to Favorites View Map

• 3721 FLAMINGO AVE
• Price: $2,300,000
• Zip Code: 34242
• 2628 Square Feet
• Subdivision: BAY ISLAND
• Bedrooms: 3 Baths: 3
• Once in a lifetime opportunity to Restore a One-of-A-Kind Ben Baldwin Mid-Century Modern home. Architect and Designer Ben Baldwin was recognized internationally as the leading force in the Modern Movement of American Design and Architecture. Over the ... Read More
• Listing courtesy of: FINE PROPERTIES

MLS# A4648764 - Status: Active View Property Details Add to Favorites View Map

• 763 SIESTA DR
• Price: $1,799,000
• Zip Code: 34242
• 2294 Square Feet
• Subdivision: BAY ISLAND
• Bedrooms: 4 Baths: 3
• Unleash your imagination with this stunning property, perfect for short or long-term rentals, or simply for your personal enjoyment. Both the house and guesthouse were restored with meticulous care and exquisite taste following Hurricane Milton, ensu ... Read More
• Listing courtesy of: MICHAELA DAMM & PARTNERS

MLS# A4646562 - Status: Active View Property Details Add to Favorites View Map

• 3455 FLAMINGO AVE
• Price: $1,495,000
• Zip Code: 34242
• 2734 Square Feet
• Subdivision: BAY ISLAND PARK
• Bedrooms: 3 Baths: 2
• Welcome to Flamingo Avenue, one of Sarasota's most coveted streets. Set on Bay Island, this classic Sarasota home presents an excellent opportunity to own on a street accompanied by iconic estates. You'll feel the ocean breeze at this location, and e ... Read More
• Listing courtesy of: MICHAEL SAUNDERS & COMPANY

MLS# A4638234 View Property Details Add to Favorites View Map

• 624 NORSOTA WAY
• Price: $1,400,000
• Zip Code: 34242
• 0.48 Acres
• SIESTA KEY OPPORTUNITY - BUILD YOUR NEW HOME ON THIS 21,000+ SF LOT! The 1920s structures on this lot sustained storm damage - PROPERTY IS BEING SOLD FOR THE LAND VALUE ONLY - JUST IMAGINE THE DREAM HOME YOU COULD BUILD ON A LOT THAT'S JUST SHY OF A ... Read More
• Listing courtesy of: WHITE SANDS REALTY GROUP FL

26 listings found

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